Showing metabocard for DL-O-Phosphoserine (MMDBc0032003)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:58:16 UTC
Update Date2024-04-30 19:54:03 UTC
Metabolite IDMMDBc0032003
Metabolite Identification
Common NameDL-O-Phosphoserine
DescriptionNULL
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fece4e017c0>


  Mrv1652309042000252D          

 11 10  0  0  0  0            999 V2000
    9.9354   -6.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6459   -6.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3563   -6.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0668   -6.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7889   -6.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0668   -5.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3563   -7.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135   -6.3176    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.4914   -5.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8058   -7.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6210   -5.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  8  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3  7  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  2  0  0  0  0
  5  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fece4e017c0>

HMDB0001721
     RDKit          3D
DL-O-Phosphoserine
 19 18  0  0  0  0  0  0  0  0999 V2000
    1.3441   -1.8756    0.8434 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -0.8049   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178   -0.3913   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.0250    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429    0.4737    0.2194 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.5642   -0.1987   -1.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3956   -0.0823    1.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4136    2.1588    0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    0.3574    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857    0.3009    1.5966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4065    1.4980   -0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5380   -2.8140    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -1.6790    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509   -1.1319   -1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    0.4262   -1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772   -1.3085   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2861    0.2196    0.9820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    2.4523   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359    2.3741    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007fece4e017c0>


  Mrv1652309042000252D          

 11 10  0  0  0  0            999 V2000
    9.9354   -6.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6459   -6.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3563   -6.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0668   -6.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7889   -6.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0668   -5.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3563   -7.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135   -6.3176    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.4914   -5.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8058   -7.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6210   -5.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  8  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3  7  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  2  0  0  0  0
  5  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032003

> <DATABASE_NAME>
MIME

> <SMILES>
NC(COP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)

> <INCHI_KEY>
BZQFBWGGLXLEPQ-UHFFFAOYSA-N

> <FORMULA>
C3H8NO6P

> <MOLECULAR_WEIGHT>
185.0725

> <EXACT_MASS>
185.008923505

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.008769274759121

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(phosphonooxy)propanoic acid

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-3.180275047030002

> <ALOGPS_LOGS>
-0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.0667419682108834

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1985006020847053

> <JCHEM_PKA_STRONGEST_BASIC>
9.39423622748354

> <JCHEM_POLAR_SURFACE_AREA>
130.08

> <JCHEM_REFRACTIVITY>
32.913900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
P-serine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fece4e017c0>

HMDB0001721
     RDKit          3D
DL-O-Phosphoserine
 19 18  0  0  0  0  0  0  0  0999 V2000
    1.3441   -1.8756    0.8434 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -0.8049   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178   -0.3913   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.0250    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429    0.4737    0.2194 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.5642   -0.1987   -1.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3956   -0.0823    1.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4136    2.1588    0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    0.3574    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857    0.3009    1.5966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4065    1.4980   -0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5380   -2.8140    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -1.6790    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509   -1.1319   -1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    0.4262   -1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772   -1.3085   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2861    0.2196    0.9820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    2.4523   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359    2.3741    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
M  END
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PDB for #<Metabolite:0x00007fece4e017c0>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0      18.546 -12.554   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      19.872 -11.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.198 -12.554   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.525 -11.771   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      23.873 -12.532   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      22.525 -10.227   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      21.198 -14.097   0.000  0.00  0.00           N+0
HETATM    8  P   UNK     0      17.199 -11.793   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      15.851 -11.032   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      16.437 -13.141   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.959 -10.445   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    7    4                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for #<Metabolite:0x00007fece4e017c0>

COMPND    HMDB0001721
HETATM    1  N1  UNL     1       1.344  -1.876   0.843  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.432  -0.805  -0.086  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.018  -0.391  -0.463  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.691   0.025   0.665  1.00  0.00           O  
HETATM    5  P1  UNL     1      -2.243   0.474   0.219  1.00  0.00           P  
HETATM    6  O2  UNL     1      -2.564  -0.199  -1.088  1.00  0.00           O  
HETATM    7  O3  UNL     1      -3.396  -0.082   1.349  1.00  0.00           O  
HETATM    8  O4  UNL     1      -2.414   2.159   0.103  1.00  0.00           O  
HETATM    9  C3  UNL     1       2.203   0.357   0.440  1.00  0.00           C  
HETATM   10  O5  UNL     1       2.686   0.301   1.597  1.00  0.00           O  
HETATM   11  O6  UNL     1       2.407   1.498  -0.301  1.00  0.00           O  
HETATM   12  H1  UNL     1       1.538  -2.814   0.478  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.688  -1.679   1.796  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.951  -1.132  -1.006  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.049   0.426  -1.179  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.477  -1.308  -0.844  1.00  0.00           H  
HETATM   17  H6  UNL     1      -4.286   0.220   0.982  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.881   2.452  -0.671  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.636   2.374   0.144  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    9   14
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   17
CONECT    8   18
CONECT    9   10   10   11
CONECT   11   19
END
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SMILES for #<Metabolite:0x00007fece4e017c0>

NC(COP(O)(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007fece4e017c0>

InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
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Synonyms
ValueSource
2-Amino-3-(phosphonooxy)propanoic acidChEBI
DL-Serine dihydrogen phosphateChEBI
DL-Serine, dihydrogen phosphate (ester)ChEBI
PhosphoserineChEBI
2-Amino-3-(phosphonooxy)propanoateGenerator
DL-Serine dihydrogen phosphoric acidGenerator
DL-Serine, dihydrogen phosphoric acid (ester)Generator
3-Phospho-1-serineHMDB
3-Phospho-serineHMDB
3-PhosphoserineHMDB
DL-O-PhosphorylserineHMDB
DL-O-Serine phosphateHMDB
DL-Serine monophosphorateHMDB
DL-Serine monophosphoric acidHMDB
EnergoserinaHMDB
O-Phospho-DL-serineHMDB
O-Phospho-L-serineHMDB
O-PhosphonoserineHMDB
p-SerineHMDB
PhosphorylserineHMDB
Serine phosphateHMDB
Serine-3-phosphateHMDB
SerophenHMDB
Phosphate, serylHMDB
Seryl phosphateHMDB
Phosphate, serineHMDB
Molecular FormulaC3H8NO6P
Average Mass185.0725
Monoisotopic Mass185.008923505
IUPAC Name2-amino-3-(phosphonooxy)propanoic acid
Traditional NameP-serine
CAS Registry NumberNot Available
SMILES
NC(COP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
InChI KeyBZQFBWGGLXLEPQ-UHFFFAOYSA-N